Azaalkenes

In the course of nucleophilic substitution of vinyl fluoride in azamethines by the perfluoro-phenyl group using triinethyl(perfluorophenyl)silane, the geometry of the starting azaalkene remains unchanged, possibly indicating stereospecificity of this reaction. 

Azaalkenes such as 17 react with alkyl iodides in the presence of silver fluoride to yield amines (e. g.. 18). also in good yield. ... 

The lithium salts of aldehyde t-butylhydiazones react with electrophiles (aldehydes, ketones, alkyl halides) to form C-trapped t-butylazo compounds isomerization and hydrolysis give a-hydroxy ketones or ketones in good yields, thereby providing a convenient path via a new acyl anion equivalent (Scheme 6). Reaction of th lithium salts with aldehydes and ketones, followed by elimination, provides a new route to azaalkenes, whereas homolytic decomposition of C-tnq>ped azo compounds of trityl and diphe-nyl-4-pyridylmethylhydrazones lead to the formation of alkanes, alkenes, alcohols or saturated esters. ... 

Related topics that He outside the scope of this chapter include thermal reactions in matrices between alkenes and reactive species such as F atoms and NH, even when these have been generated photochem-icaUy, the photochemistry of alkene radical cations, and matrix studies of azaalkenes, silaalkenes, and other alkene analogues. 

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